Windsor at Westside 8-Bed Villa with Private Pool in Kissimmee

2131 Tripoli Ct, Kissimmee, FL 34747

Excellent from 3 reviews
5.0/5
100% of guests recommend

No. Bed

8

No. Bathroom

6

Square

4000 sqft

Location

Orlando

Description

Welcome to Windsor at Westside 4900, a magnificent 8-bedroom, 6-bathroom villa in Kissimmee, Florida, where over 4,000 square feet of thoughtfully designed space invites up to 18 guests to unwind in style. From the moment you step inside, you'll be greeted by an open-concept living area that seamlessly blends comfort and elegance. The fully equipped kitchen, featuring granite countertops and stainless steel appliances, is a chef's dream, perfect for preparing meals to share at the large dining table. After a day of adventure, retreat to one of the multiple king suites or twin and bunk rooms, each offering a peaceful haven for rest. The loft with a flat-screen TV provides a cozy spot for movie nights, while the games room, complete with air hockey, foosball, and a basketball shoot-out game, promises endless entertainment for all ages.

Step outside to your own private oasis—a screened-in pool and lanai bathed in Florida sunshine. The spacious deck is furnished with comfortable outdoor seating, sun loungers, and an alfresco dining area, making it easy to enjoy relaxed meals by the pool. As a guest of the gated Windsor at Westside resort, you'll also have access to a clubhouse, community pool, lazy river, children's water playground, fitness center, game room, basketball court, sand volleyball, and more. Whether you're seeking thrills at nearby attractions or simply soaking up the sun, this villa offers the perfect blend of luxury, convenience, and fun for large families and mixed groups.

Key Features

  • 8 bedrooms, 6 bathrooms
  • Sleeps 18
  • 4,041 sq. ft.
  • Private screened-in pool
  • Pool cage and lanai
  • Games room
  • Loft with flat-screen TV
  • Access to resort amenities

Sleeping Arrangements

  • Bedroom 1: king bed, downstairs master suite
  • Bedroom 2: queen bed, downstairs
  • Bedroom 3: king bed, upstairs
  • Bedroom 4: king bed, upstairs
  • Bedroom 5: king bed, upstairs
  • Bedroom 6: 2 twin bunk beds, upstairs
  • Bedroom 7: 2 twin beds, upstairs
  • Bedroom 8: 2 twin beds, upstairs

House Rules

  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • No smoking, No unauthorized events

Amenities

Air Conditioning
Kitchen
Parking
Pool
Wi-Fi Internet
Iron
High Chair
Fully Furnished
Hair dryer
Terrace
TV - Satellite
Private Pool
Garden
Baby Bed
Table Tennis

Villa Type

Luxury Estate

Location

Reviews

5.0/5
Excellent
Based on 3 reviews
Excellent
3
Very Good
0
Average
0
Poor
0
Terrible
0
Daniel Thompson

Daniel Thompson

09/16/2026 02:16

Exceeded expectations

Super cozy & relaxing atmosphere, exactly what we needed. Everything was spotless clean when we arrived, huge kudos to the cleaning team. Already missing the pool.
Samuel Parker

Samuel Parker

10/21/2026 11:43

Great value

The neighborhood felt very safe and upscale, great for morning walks.. Don't think twice, book it!
Anna Young

Anna Young

06/11/2026 21:39

Best vacation ever

A bit pricey, but totally worth every single penny spent.. The interior design is so chic and modern, loved taking photos here. Five stars all the way.
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18 Guests in maximum

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3 Reviews